| Identification | Back Directory | [Name]
2,3-DICHLOROBENZYL ALCOHOL | [CAS]
38594-42-2 | [Synonyms]
RARECHEM AL BD 0205
Dichlorobenzylalcohol
2,3-DICHLOROBENZYL ALCOHOL
2,3-dichloroBenzenemethanol
2,3-DICHLOROBENZYL ALCOHOL 99%
2,3-Dichlorobenzyl alcohol,99% | [Molecular Formula]
C7H6Cl2O | [MDL Number]
MFCD00238581 | [MOL File]
38594-42-2.mol | [Molecular Weight]
177.03 |
| Chemical Properties | Back Directory | [Appearance]
white crystalline powder | [Melting point ]
85-88 °C(lit.)
| [Boiling point ]
271.2±25.0 °C(Predicted) | [density ]
1.392±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,Room Temperature | [form ]
powder to crystal | [pka]
13.69±0.10(Predicted) | [color ]
White to Almost white | [InChI]
1S/C7H6Cl2O/c8-6-3-1-2-5(4-10)7(6)9/h1-3,10H,4H2 | [InChIKey]
STVBVTWXWZMRPZ-UHFFFAOYSA-N | [SMILES]
OCc1cccc(Cl)c1Cl |
| Hazard Information | Back Directory | [Chemical Properties]
white crystalline powder | [Uses]
2,3-Dichlorobenzyl alcohol may be used in the preparation of methyl [2,3-dichlorobenzyl 4,7,8-tri-O-acetyl-9-azido-3,5,9-trideoxy-5-(2-nitrophenylsulfonamido)-D-glycero-α-D-galacto-2-nonulopyranosid]onate and methyl [2,3-dichlorobenzyl 5-acetamido-4,7,8-tri-O-acetyl-3,5,9-trideoxy-9-(4-phenylbenzamido)-D-glycero-α-D-galacto-2-nonulopyranosid]onate. | [General Description]
2,3-Dichlorobenzyl alcohol is also referred to as (2,3-dichlorophenyl)methanol (IUPAC name). It is mildly antiseptic in nature. | [Synthesis]
1. To a solution of 2,3-dichlorobenzaldehyde (500 g, 2.85 mol) in methanol (3.5 L) was slowly added an alkaline solution of sodium borohydride (113.5 g, 2.975 mol) dissolved in 0.2 N sodium hydroxide solution (241 mL) at 0°C. The addition process lasted for 1 hour. The reaction mixture was stirred at room temperature for 2 hours. Subsequently, the reaction mixture was quenched by slowly pouring it into water (3.7 L) and the pH was adjusted to 6 with glacial acetic acid (125 mL). the precipitated white solid was collected by filtration to afford 2,3-dichlorobenzyl alcohol (467 g, 92% yield). | [References]
[1] European Journal of Medicinal Chemistry, 2016, vol. 108, p. 564 - 576
[2] Patent: US6124308, 2000, A
[3] Journal of Medicinal Chemistry, 1981, vol. 24, # 4, p. 382 - 389
[4] Organic and Biomolecular Chemistry, 2014, vol. 12, # 30, p. 5781 - 5788 |
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